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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110735Generated: November 2, 2026

Aluminium lithium hydride → 2-(3,4-Difluorophenyl)ethanamine

https://huagongshe.com/reaction/2110735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1,2-Difluoro-4-(2-nitroethenyl)benzeneHCID 66801984—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-(3,4-Difluorophenyl)ethanamineHCID 346691663.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 1,2-difluoro-4-(2-nitro-vinyl)benzene (1.5 g) in THF (50 mL) is added dropwise lithium aluminum hydride (23 mL, 1M in ether) and the solution is heated at 40° C. for 3 hours. The solution is cooled, diluted with ether and quenched with Na2SO4.10H2O (104 g) overnight. The solid is filtered, and the solution is evaporated in vacuo and chromatographed on silica gel eluting with EtOAc to afford 2-(3,4-difluoro-phenyl)-ethylamine (0.81 g). MS: 170 (M+H); 1H NMR (300 MHz, CDCl3) □6.9-7 (3H, m); 2.95 (2H, t); 2.7 (2H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517889B2
Source datasetuspto-grants-2009_04
ORD IDord-52350acb93e247428b6d89927b833fe4
Source noteuspto-grants-2009_04